Argentina Cruise from Buenos Aires to Milwaukee — 69 Days

Buenos Aires, Argentina

Buenos Aires is a city of broad boulevards, grand theatres and late dinners, with a distinctly Argentine pulse. From the port, explore La Boca’s vivid lanes or San Telmo’s antique market. Recoleta adds belle époque architecture; Palermo brings leafy parks, galleries and restaurants. Make time for a steakhouse and a tango performance, two traditions that give the capital its lasting character.

Ushuaia, Argentina

Ushuaia sits between the Beagle Channel and the snow-streaked Martial Mountains, at Argentina’s far southern edge. Its harbor has long served as a gateway to Antarctica, while the town itself rewards a slower look. Ride the End of the World Train into Tierra del Fuego National Park, or tour the former prison museum. Here, wild landscapes begin just beyond the last streets.

• Flight (Flight)
• Land Tour (Land Tour)

Drake Passage

Few sea crossings carry the weight of the Drake Passage. Here, the Atlantic and Pacific meet between Cape Horn and Antarctica, and conditions can change quickly. Some voyages pass in calm water; others encounter the swells that made this route legendary. Watch from deck for albatrosses and petrels, then settle into the ship’s routines. The passage is no mere transfer: it is the first clear measure of Antarctica’s scale and remoteness.

Antarctic Peninsula

The Antarctic Peninsula brings you within reach of Antarctica’s most dramatic scenery: mountain-backed glaciers, blue icebergs and sheltered bays. Most voyages cross the Drake Passage from Ushuaia, then explore by expedition ship and Zodiac, weather permitting. Watch for gentoo, chinstrap and Adélie penguins, seals and whales. Shore visits follow strict environmental rules, and plans can change with conditions. Expect few comforts ashore; the reward is a rare encounter with a continent still governed by ice and weather.

At Sea (At Sea)

South Georgia Island

South Georgia is no conventional port of call; this remote, mountainous island is reached by expedition ship. Vast king penguin colonies gather beside beaches crowded with elephant seals. At Grytviken, a former whaling station, visit the museum, the church and Ernest Shackleton’s grave. Come for wildlife on an extraordinary scale, and for the stark history etched into this subantarctic landscape.

At Sea (At Sea)

Port Stanley

Stanley sits on East Falkland, where the South Atlantic’s wide skies frame a compact, distinctly British capital. Its painted houses, tidy gardens and sheltered harbor contrast with the islands’ open, windswept terrain. Visit Christ Church Cathedral and its whalebone arch, then explore the Falkland Islands Museum for local history. Beyond town, guided excursions reach penguin colonies and dramatic coastal landscapes.

West Point Island Falklands (Scenic Stop)

At Sea (At Sea)

Ushuaia, Argentina

Ushuaia sits between the Beagle Channel and the snow-streaked Martial Mountains, at Argentina’s far southern edge. Its harbor has long served as a gateway to Antarctica, while the town itself rewards a slower look. Ride the End of the World Train into Tierra del Fuego National Park, or tour the former prison museum. Here, wild landscapes begin just beyond the last streets.

Cape Horn, Chile

Few names in navigation carry the weight of Cape Horn. On Hornos Island, Chile, it marks the southern end of the Tierra del Fuego archipelago. Here, Atlantic and Pacific waters meet near the Drake Passage. Landing depends on weather and sea conditions, so many visitors view the island from ship. Ashore, a lighthouse, small chapel and Albatross Monument recall the mariners who navigated this formidable route.

Beagle Channel, Chile

Beagle Channel cuts through the southern reaches of Tierra del Fuego, dividing the main island from smaller islands. Along Chile’s western shore, steep, forested slopes and glacier-carved valleys rise above cold, clear water. Named for HMS Beagle, the passage rewards deck watching, with chances to spot sea lions, cormorants and dolphins. For travellers bound toward Cape Horn, it is a striking introduction to Patagonia’s far-southern maritime world.

Chilean Fjords, Chile

South of Puerto Montt, Chile’s fjords form a maze of islands, channels and snowbound peaks. Glaciers descend from the Southern Patagonian Ice Field, while temperate rainforest reaches the water’s edge. Watch for dolphins and seabirds from deck; shore landings, where offered, reveal remote coastlines at close range. These are working waterways as well as wild scenery, best appreciated slowly, with camera ready and plans flexible.

Punta Arenas, Chile

At the edge of the Strait of Magellan, Punta Arenas feels like a city built for crossing oceans. Its broad avenues and ornate mansions reflect the fortunes of sheep farming and trade. The Maggiorino Borgatello Museum traces Patagonia’s natural and human history. Climb Cerro de la Cruz for views across the harbor and rooftops. From here, boats reach Magdalena Island, home to thousands of Magellanic penguins.

Chilean Fjords, Chile

South of Puerto Montt, Chile’s fjords form a maze of islands, channels and snowbound peaks. Glaciers descend from the Southern Patagonian Ice Field, while temperate rainforest reaches the water’s edge. Watch for dolphins and seabirds from deck; shore landings, where offered, reveal remote coastlines at close range. These are working waterways as well as wild scenery, best appreciated slowly, with camera ready and plans flexible.

Puerto Chacabuco, Chile

Puerto Chacabuco is a working port on Chile’s remote Aysén coast, where forested mountains rise from the fjords. Most visitors come for the journey inland: Coyhaique, the regional capital, lies about 80 kilometres away by road. From there, Patagonia opens into river valleys, glaciers and the Río Simpson National Reserve. Near the harbour, watch daily life unfold in one of Chile’s least-visited regions.

Chilean Fjords, Chile

South of Puerto Montt, Chile’s fjords form a maze of islands, channels and snowbound peaks. Glaciers descend from the Southern Patagonian Ice Field, while temperate rainforest reaches the water’s edge. Watch for dolphins and seabirds from deck; shore landings, where offered, reveal remote coastlines at close range. These are working waterways as well as wild scenery, best appreciated slowly, with camera ready and plans flexible.

At Sea (At Sea)

Valparaiso-Santiago, Chile

Valparaíso is Chile’s most characterful port, a steep-sided city rising above the Pacific in a mosaic of color. Ride a historic funicular into the hills, where murals, stairways and bright houses reward unhurried exploration. In the UNESCO-listed historic quarter, grand 19th-century architecture recalls the era when ships rounded Cape Horn. Visit La Sebastiana, poet Pablo Neruda’s house, then return to the waterfront for fresh seafood and broad Pacific views.

At Sea (At Sea)

Iquique, Chile

Iquique lies between the Pacific and the Atacama, where desert meets a broad, surf-lined coast. Its historic centre recalls the nitrate boom, with ornate wooden façades along Baquedano Street. Plaza Prat’s clock tower anchors the district. Browse the ZOFRI free-trade zone, or linger over seafood by the waterfront. Inland, the UNESCO-listed Humberstone and Santa Laura saltpeter works reveal the harsh history behind the city’s prosperity.

At Sea (At Sea)

Callao-Lima, Peru

Callao is Peru’s working maritime gateway, but its appeal extends beyond the harbour. From here, Lima’s historic centre and museums are within reach. In Callao, explore the imposing Real Felipe Fortress, built to defend the port, then visit La Punta for Pacific views. Stay for ceviche and discover a city shaped by trade, naval history and the ocean.

At Sea (At Sea)

Panama City, Panama

Balboa sits at the Pacific entrance to the Panama Canal, where ocean-going ships begin their passage between continents. From the port, Panama City’s skyline rises beyond the canal’s working waters. Visit Casco Viejo for restored colonial streets, independent cafés and views across the bay. Or follow the Amador Causeway toward the Biomuseo and sweeping views of ships awaiting transit. Balboa rewards travelers who look beyond the canal to a capital shaped by trade, history and the sea.

Panama Canal, Panama

Few journeys change your sense of scale like a passage through the Panama Canal. This 50-mile waterway links the Atlantic and Pacific, lifting ships through locks and across Gatun Lake. Watch the gates close, water rise, and a vast vessel move within inches of concrete walls. On deck, the engineering is the spectacle; beyond it, rainforest edges the route. Bring binoculars, and stay outside for the crossing.

At Sea (At Sea)

Port Antonio, Jamaica

Port Antonio trades Jamaica’s resort bustle for deep-green hills, quiet coves and a handsome pair of natural harbours. From its waterfront, the Blue Mountains rise behind the town, while the Rio Grande winds inland through the parish. Take a bamboo raft upriver, swim at Frenchman’s Cove, or sample Boston Bay’s celebrated jerk. Come for a quieter Jamaica, where the coast still sets the pace.

Inagua Island Bahamas, Bahamas

At the Bahamas’ southern edge, Great Inagua feels a world apart from the resort islands. Matthew Town is the island’s only settlement and a quiet base for exploring. Salt pans and open water shape the landscape. In Inagua National Park, Lake Rosa is home to West Indian flamingos in remarkable numbers. Come for the birds, then let the broad horizons and unhurried pace make the day ashore its own reward.

San Salvador Island Bahamas, Bahamas

San Salvador is the Bahamas at its most elemental: a low, quiet island ringed by clear water and coral reefs. Christopher Columbus is believed to have made his first landfall in the Americas here in 1492, at present-day San Salvador. Beyond the modest settlements, beaches and inland lakes reward an unhurried day ashore. Bring time for a swim or reef excursion; the island’s appeal lies in its open horizons, not crowded attractions.

At Sea (At Sea)

New York, USA

New York does not ease you in; it arrives in a sweep of skyline, river and restless energy. From the harbor, Manhattan’s towers frame a city built for walking, looking up and changing plans. Spend time among Central Park’s paths, Fifth Avenue’s museums and the neighborhoods that give each block its own character. Allow room for a classic meal, a Broadway curtain and the simple pleasure of watching the city move.

At Sea (At Sea)

Halifax, Canada

Halifax rewards visitors who begin on foot, where the harbourfront’s historic warehouses, boardwalk and seafood restaurants meet. Climb to the star-shaped Halifax Citadel for broad harbour views. At the Maritime Museum of the Atlantic, exhibits trace Nova Scotia’s seafaring past and Halifax’s connection to the Titanic. Beyond downtown, Peggy’s Cove pairs a working fishing village with a lighthouse set on wave-worn granite.

Sydney NS, Canada

Sydney is the working harbour at the heart of Cape Breton Island, where Gaelic, Acadian and Mi’kmaq histories meet. Walk the waterfront to see the Big Fiddle, then browse downtown shops and cafés along Charlotte Street. Beyond town, the reconstructed Fortress of Louisbourg brings 18th-century French colonial life into striking focus. Use Sydney as a base for Cape Breton’s coastal roads, where ocean views and small communities invite an unhurried day.

Woody Point NL, Canada

Woody Point sits beside Bonne Bay, within Newfoundland’s Gros Morne National Park. From its harbour, roads lead to the Tablelands, where exposed mantle rock sets the landscape apart. Visit the Gros Morne Discovery Centre, stroll the waterfront, and look across the bay to its steep-sided shores. Historic buildings and local cafés make a welcome pause between outdoor excursions.

Havre-Saint-Pierre, Canada

Havre-Saint-Pierre sits on Quebec’s Côte-Nord, where the Gulf of St. Lawrence meets a coast shaped by wind and tide. Its nearby Mingan Archipelago National Park Reserve is famed for sculpted limestone monoliths scattered across islands and islets. Boat excursions reveal seabird colonies, remote shores and formations best seen from the water. Back in town, sample local seafood and enjoy the unhurried rhythm of this small coastal community.

Tadoussac, Canada

At Tadoussac, the St. Lawrence meets the Saguenay in a dramatic seam of cold, whale-rich water. From shore or a small boat, look for belugas and minke whales; humpbacks visit in season. Follow headland trails for sweeping river views. In the village, the Petite Chapelle dates to 1747 and is often described as Canada’s oldest wooden church. Tadoussac’s fur-trading post, established in 1600, anchors its long history.

Quebec City, Canada

Québec City is best explored on foot, where French-speaking Canada feels unmistakably distinct. Within the UNESCO-listed Historic District, stone walls, steep lanes and 17th-century façades tell the story of New France. Ride the funicular between Upper and Lower Town, then browse Petit-Champlain’s boutiques beside the St. Lawrence River. Allow time for the Plains of Abraham, where a pivotal 1759 battle changed the course of Canadian history. Come ashore ready to climb; the finest views reward a little effort.

Trois-Rivieres, Canada

On the St. Lawrence between Montréal and Québec City, Trois-Rivières rewards a considered visit. Founded in 1634, it is one of Canada’s oldest cities, with a compact centre shaped by French colonial life. Walk rue des Ursulines to the former Ursuline monastery. At the Old Prison, guided visits reveal a stark chapter of local history. Nearby, the Forges du Saint-Maurice mark Canada’s first ironworks. River views complete a rewarding day ashore.

St Lawrence Seaway, Canada

Canada’s St. Lawrence Seaway is a working passage between the Atlantic and the Great Lakes. Its canals and locks lift ocean-going vessels past rapids and dams, revealing the scale of a remarkable feat of engineering. Along the route, Quebec’s riverside towns, Montréal’s historic waterfront and Lake Ontario offer distinct shore excursions. From deck, watch freighters negotiate locks at close range; shore visits reveal French-Canadian culture and maritime history.

Toronto, Canada

Toronto rewards a day ashore with a skyline made for lingering and neighbourhoods best explored on foot. The CN Tower rises above a city whose residents trace roots to more than 200 ethnic origins. Take the ferry to the Toronto Islands for open lake views. Back downtown, choose the Art Gallery of Ontario or the Royal Ontario Museum. Save time for St. Lawrence Market, where local produce and prepared food make an easy, memorable lunch.

Port Colborne ON, Canada

Port Colborne stands at the Welland Canal’s southern entrance, where Lake Erie meets a working ship route. From the waterfront, watch freighters approach Lock 8, the canal’s final lock before they reach the lake. Then trade ship-sized scale for the town’s relaxed streets, local shops and sandy Nickel Beach. Here, the St. Lawrence Seaway feels close enough to touch, while the shoreline invites you to linger.

Pelee Island ON (Scenic Stop)

Detroit MI, USA

Warren lies north of Detroit in Michigan’s Macomb County. It makes a practical base for exploring the Motor City and its automotive history. The city is home to General Motors’ landmark Technical Center, designed by Eero Saarinen, though access is limited. Downtown Detroit’s museums, riverfront and Motown landmarks are an easy drive away. Warren’s parks and neighborhood restaurants offer a glimpse of life beyond the assembly lines.

Alpena MI, USA

Alpena brings Lake Huron’s maritime history within easy reach. The Great Lakes Maritime Heritage Center brings to life stories from more than 200 shipwrecks in Thunder Bay. Glass-bottom boat tours and kayak trips reveal the sanctuary’s protected waters and wreck sites. Downtown shops and waterfront paths make an unhurried afternoon easy. For a change of pace, Rockport State Recreation Area offers walking trails and a chance to search for Devonian fossils.

Mackinac Island, USA

Mackinac Island makes an immediate impression: motor vehicles are prohibited, leaving streets to bicycles and horse-drawn carriages. Its harbor lies in the Straits of Mackinac, between Lakes Huron and Michigan. Walk up to Fort Mackinac for broad water views and a close look at the island’s strategic past. Then explore Victorian cottages, wooded trails and celebrated fudge shops along Main Street. Allow time to leave the waterfront and discover quieter lanes and the island’s natural side.

Milwaukee WI, USA

Milwaukee sits on Lake Michigan, where a waterfront, lively markets and celebrated brewing heritage make a rewarding first impression. The Milwaukee Art Museum, with its striking wings designed by Santiago Calatrava, anchors the lakefront. Inland, the Historic Third Ward pairs restored warehouses with galleries, boutiques and restaurants. Follow the RiverWalk for public art and views of the city’s bridges. Then choose a brewery tour or a meal featuring Wisconsin cheese and local beer.